2-BROMO-3-FLUOROBENZALDEHYDE Chemical Properties

Melting point:

43-46°C

Boiling point:

233.7±20.0 °C(Predicted)

Density 

1.670±0.06 g/cm3(Predicted)

Flash point:

>110°(230°F)

storage temp. 

Inert atmosphere,2-8°C

form 

Powder

color 

Off-white

Water Solubility 

Slightly soluble in water.

Sensitive 

Light Sensitive

InChI

InChI=1S/C7H4BrFO/c8-6-3-1-2-5(4-10)7(6)9/h1-4H

InChIKey

OUAZPCKRSSEQKB-UHFFFAOYSA-N

SMILES

C(=O)C1=CC=CC(Br)=C1F

CAS DataBase Reference

149947-15-9

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2913000090

2-BROMO-3-FLUOROBENZALDEHYDE Usage And Synthesis

Uses

It can be used as pharmaceutical raw material and intermediate.

Synthesis

General procedure for the synthesis of 3-bromo-2-fluorobenzaldehyde from (3-bromo-2-fluorophenyl)methanol: Manganese dioxide (9.32 g, 107.31 mmol) was added to a solution of dichloromethane (50 mL) containing (3-bromo-2-fluorophenyl)methanol (2.750 g, 13.413 mmol). The reaction mixture was stirred at 45°C overnight. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the filter cake was washed with dichloromethane. The filtrate was collected and concentrated under reduced pressure to give 3-bromo-2-fluorobenzaldehyde as a white solid (2.24 g, 83% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ10.19 (dt, J=1.3,0.7 Hz, 1H), 8.05 (tdd, J=6.8,3.1,1.5 Hz, 1H), 7.85 (ddt, J=7.9,6.4,1.5 Hz, 1H), 7.37 (tdt, J=7.8,1.6, 1H). 0.8 Hz, 1H).

References

[1] Patent: WO2015/52226, 2015, A1. Location in patent: Paragraph 0379
[2] Organic Letters, 2017, vol. 19, # 5, p. 1112 - 1115
[3] Patent: US2008/114167, 2008, A1. Location in patent: Page/Page column 120

2-BROMO-3-FLUOROBENZALDEHYDE(149947-15-9)Related Product Information

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• 3-Bromo-2,4,5-trifluorobenzoic acid
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• 3-BROMO-2,6-DIFLUOROBENZALDEHYDE
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• 2-AMINO-3,5-DIBROMO-6-FLUOROBENZOIC ACID
• 3-BROMO-2,4,5-TRIFLUOROBENZOIC ACID
• 2-BROMO-3-FLUOROBENZALDEHYDE
• 2-Bromo-4-fluorobenzaldehyde
• 2-BROMO-3-FLUOROBENZALDEHYDE
• 2-Bromo-5-fluorobenzaldehyde
• 3-Bromo-4-fluorobenzaldehyde
• 4-Bromo-2-fluorobenzaldehyde
• 2-Bromo-6-fluorobenzaldehyde
• 4-Bromo-3-fluorobenzaldehyde
• 5-Bromo-2-fluorobenzaldehyde
• 3-Fluorobenzaldehyde
• 2-Fluorobenzaldehyde